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Our top choices for Winter Park vacation homes

Vacation Home in Hideaway Junction

Relaxing townhouse w/ sunroom & fireplace
2.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"This place was clean and comfortable. We enjoyed the large couch for movie time!"
United States
Greg E.
The price is ¥26,011
¥85,943 total
includes taxes & fees
Jan 19 - Jan 20
Relaxing townhouse w/ sunroom & fireplace
9.2 out of 10, Wonderful, (5 reviews)
"It was a good location. It was nice and clean. "
United States
Andria C.
The price is ¥21,093
¥46,941 total
includes taxes & fees
Feb 1 - Feb 2
Split interior 2 bedroom, comfortable family rental
10.0 out of 10, Exceptional, (2 reviews)
"Nicely decorated little condo w/ 2 bedrooms, perfect for a family. Hot tub was icing on the cake and great views."
United States
Sheri D.
The price is ¥20,897
¥59,200 total
includes taxes & fees
Jan 20 - Jan 21
Private Hot Tub, Garage + EV Charger, On Bus Line!
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Perfect place to stay with young kids. Very baby friendly with all the essentials. Great communication with hosts. Has everything you need for your stay. Highly recommend! "
United States
Ashley L.
The price is ¥30,549
¥73,936 total
includes taxes & fees
Jan 19 - Jan 20
Family-Friendly 3BR/3BA Near Winter Park - Hot Tub
2.0 star property
9.6 out of 10, Exceptional, (4 reviews)
"Great location and house!! Trouble communicating with the property though. We tried calling a couple times and have had questions about our deposit since and can’t get anyone to reach out to us. "
United States
Matthew K.
The price is ¥36,715
¥100,850 total
includes taxes & fees
Jan 20 - Jan 21
3 Level Townhome, Ski Shuttle, Views, Hot tub!
9.0 out of 10, Wonderful, (2 reviews)
"Very clean, well-equipped property convenient to town. Would stay here again."
United States
Jan S.
The price is ¥31,624
¥71,597 total
includes taxes & fees
Feb 1 - Feb 2
Mountain escape, minutes from Winter Park resort and town. Hot tub access.
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"10 minute drive to ski area, 5 minutes to the grocery store, 5 minutes to the Rec Center. Excellent location. Townhouse is brand new-everything works, beds are comfortable, plenty of kitchen supplies."
United States
ann b.
The price is ¥47,436
¥146,819 total
includes taxes & fees
Jan 20 - Jan 21
Lodge 212 | Brand New LUXE Designer Home + Hot Tub
10.0 out of 10, Exceptional, (1 review)
"Stayed here for our trip to Winter Park. Layout of the home was my favorite! It was the perfect location. We loved it and hope to come back."
United States
Crystal F.
The price is ¥27,394
¥86,354 total
includes taxes & fees
Jan 20 - Jan 21
Spacious, Updated Mountain Home with Views, Private Hot Tub and Sauna.
3.0 star property
The price is ¥25,629
¥134,932 total
includes taxes & fees
Jan 19 - Jan 20
The Rail Haven 3 Bedroom Townhouse by RedAwning
10.0 out of 10, Exceptional, (3 reviews)
"Really nice place "
Canada
Davonne K.
The price is ¥41,919
¥103,445 total
includes taxes & fees
Jan 19 - Jan 20
Hot Tub & Fireplace Mountain Retreat | 5 minutes to Winter Park Resort
9.6 out of 10, Exceptional, (7 reviews)
"Our host was a great communicator."
United States
Bernie B.
The price is ¥21,821
¥56,976 total
includes taxes & fees
Jan 20 - Jan 21
Close to slopes-Walk to Downtown Winter Park!
8.8 out of 10, Excellent, (6 reviews)
"The property was amazing the view from the deck of the mountains had a spectacular sunset view. The home is very comfortable and welcoming we had a great evening making dinner and playing board games, the night we didn't cook there were plenty of great places a walk or short drive away, we highly recommend this place for your next stay and adventure at winter park."
United States
Steve P.
The price is ¥35,956
¥74,150 total
includes taxes & fees
Jan 19 - Jan 20
Wonderful Fraser 2 bedroom, pet friendly, large yard

Vacation Home in Hideaway Village South

Trailside Mountain Retreat with Private Hot Tub
10.0 out of 10, Exceptional, (2 reviews)
"This property was tucked away yet a short drive provided restaurants, activities and grocery store. The property was home away from home for an extended family trip and wedding. All the conveniences inside the home, many closets and comfortable beds. Cozy, cozy, cozy!"
United States
Pam L.
The price is ¥37,917
¥123,572 total
includes taxes & fees
Jan 20 - Jan 21
Trailside Mountain Retreat with Private Hot Tub
10.0 out of 10, Exceptional, (4 reviews)
"Solid property with great view. Hot tub worked fine, laundry stocked, everything needed was there. Be great if winter Park resort showed the green line shuttle on it's app so you could better time the walk to the shuttle stop, but that's on the resort"
United States
Nathan F.
The price is ¥48,068
¥145,204 total
includes taxes & fees
Feb 1 - Feb 2
Hot Tub MTN Views | Free Shuttle | Central WP
2.0 star property
The price is ¥29,568
¥67,035 total
includes taxes & fees
Jan 19 - Jan 20
Lovely and spacious 3 bedroom family condo
The price is ¥21,133
¥77,240 total
includes taxes & fees
Jan 20 - Jan 21
NEW! Cozy Winter Park Ski & Bike Retreat - Walkable to Shops, Dining, & Bus Stop
9.8 out of 10, Exceptional, (55 reviews)
"The house was very clean and located in an excellent location with great views of the mountains! Property managers/owners were great to work with. Would definitely stay here again!"
United States
Anonymous traveler
The price is ¥31,624
¥124,445 total
includes taxes & fees
Feb 2 - Feb 3
Rustic meets contemporary in this gorgeous Townhome w/ private hot tub

Vacation Home in Grand Park

5 BDR Home, Ski, Hot tub, Shuttle
10.0 out of 10, Exceptional, (21 reviews)
"Highly recommend for big groups 15+. It was clean, had plenty of space, and lots to do nearby. We had a wonderful time!"
United States
Jess T.
The price is ¥44,400
¥107,800 total
includes taxes & fees
Jan 27 - Jan 28
5 BDR Home, Ski, Hot tub, Shuttle
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay! Very nice and clean home with a great location."
United States
dan d.
The price is ¥52,806
¥116,081 total
includes taxes & fees
Jan 19 - Jan 20
3 Miles to Resort | Hot Tub | Fireplace | EV Charger | Great for Groups
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay for large families with good access to skiing and Winter Park. "
United States
Stephanie S.
The price is ¥61,120
¥142,515 total
includes taxes & fees
Jan 20 - Jan 21
Cozy townhome w/ hot tub & mountain views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Park Hotel Reviews

Find out more about Winter Park

Winter Park Vacation Homes information

Number of reviews
96
Accommodation
710 Vacation Homes
Lowest Price
¥46,941
Highest Price
¥146,819